Holiday Homes For Sale & Real Estate - 321 homes

Remarks: Florida living at its finest! Tiki Village Mobile Home Park is a 55+ Gated Community where you OWN your LAND! Tiki Village is tucked back in off US 19 to enjoy the peace and quiet, yet convenient close to shopping, restaurants, medical, nature parks, beaches and so much more! The Home is move in ready, fully furnished and tastefully decorated. This 2 bedroom 2 bath is open and spacious Brand-NEW water heater!. Carport is large enough for 2 vehicles with plenty of storage with a back yard sitting area perfect for morning coffee, entertaining in the evenings or relaxing in the Florida sunshine. Schedule your private showing today!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)

Listing Agent: Jon Dant (727-504-6727)

Remarks: Stunning Move-In Ready 5BR/3BA Home with Private In-Law Suite and Solar Panel System! This incredible home boasts a separate entrance private in-law suite (1BR/1BA with living room and kitchen!), making it perfect for rental income, guests, or multi-generational living. With fully paid-off solar panels, you can enjoy energy savings from day one. Plus, hurricane-rated doors and garage door provide peace of mind during storm season. Located just minutes from shopping, restaurants, and local attractions like Anclote River Park and Key Vista Nature Park, this home offers endless outdoor activities for you to enjoy. The recently completed Coastal Anclote Trail provides a safe and scenic route for walking, cycling, and skating, connecting you to the beautiful Pinellas Trail. Don't miss out on this exceptional opportunity to own a home with NO HOA fees, NO CDD fees, and a newer aluminum roof. Schedule a showing today and make this dream home yours!

Listing is courtesy of: VANDERLEELIE & ASSOC.RE ESTATE (813-245-2068)

Listing Agent: Jocelyn Carbonelli (724-923-0956)

Remarks: Step into a piece of Florida charm at 1617 Derrick Street, Holiday, FL. This lovingly maintained 3-bedroom, 2-bath home with a 1-car carport sits on an expansive corner lot and offers a rare opportunity to own a home that has been beautifully preserved while showcasing the character and craftsmanship of its original 1967 construction. From the moment you enter, you'll appreciate the stunning terrazzo floors that flow throughout much of the home, providing timeless style and durability. The original kitchen and bathrooms have been exceptionally cared for and remain in excellent condition, offering the kind of authentic mid-century character that is becoming increasingly difficult to find. For buyers who appreciate nostalgic details and vintage charm, this home is a true gem. Outside, classic metal awnings provide both character and practical storm protection, while the generous corner lot offers plenty of space for gardening, entertaining, or simply enjoying the Florida sunshine. Located in the heart of Holiday, this home combines a peaceful residential setting with convenient access to shopping, dining, parks, and the beautiful Gulf Coast. Enjoy nearby beaches, waterfront parks, boating, fishing, and some of Florida's most spectacular sunsets, all just a short drive away. If you've been searching for a home with authentic character, exceptional upkeep, and a location that embraces the laid-back Florida lifestyle, 1617 Derrick Street is ready to welcome you home.

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Michael Nolan (813-766-8520)

Remarks: Move-in ready and packed with value! This charming 2-bedroom, 2-bath block home with a 1-car garage is an excellent choice for first-time buyers, snowbirds, or anyone seeking an affordable Florida retreat. Enjoy peace of mind knowing the major updates have already been completed, including a newer roof, air conditioning system, and tankless water heater. The functional floor plan offers comfortable living spaces with plenty of opportunity to personalize and make it your own. Conveniently located near shopping, dining, beaches, and just minutes from the famous Tarpon Springs Sponge Docks, this home combines location, affordability, and big-ticket improvements. Whether you're looking for a primary residence, second home, or investment opportunity, this property is a must-see!

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Gina Bothwell (727-645-1161)

Remarks: Move-in ready three-bedroom, two-bathroom home in the Lullaby Gardens neighborhood. This residence features an inviting interior highlighted by tall ceilings in the living room, creating an airy and spacious atmosphere. The updated kitchen is a standout, boasting granite countertops and modern stainless steel appliances. The layout offers a perfect blend of comfort and functionality, extending to a private, fully fenced backyard that provides a secure space for outdoor activities. Conveniently located just miles from multiple Gulf beaches and the famous Sponge Docks, this home is perfectly positioned for enjoying local dining, shopping, and entertainment. With its prime location and move-in ready condition, this home is ideal for enjoying the best of coastal Florida living. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Stunning Pool Home with Breathtaking Lake Views in Beacon Square! This beautifully remodeled, expansive residence is one of the largest in the neighborhood, boasting over 1,500 sq. ft. of fully updated living space. Featuring a perfect split-bedroom floor plan, the layout offers a separate living room, dining room, family room, and versatile space with excellent potential for a third bedroom. Step inside to find a gorgeous new kitchen, two completely updated bathrooms, new flooring throughout, and a freshly painted interior and exterior. The spacious kitchen features a convenient pass-through window to the screened-in lanai, creating an effortless indoor/outdoor flow for entertaining. Unwind in your private, "bug-free" caged pool yard, where you can swim in the newly resurfaced inground pool while enjoying spectacular sunsets and cool evening breezes off the spring-fed lake. Complete Peace of Mind: This home has an updated electrical panel, and a history of never flooding! Located on the highly desirable water-side of US-19, you are just a short trip away from Gulf Harbors Beach Club, Green Key Beach, and Robert K. Rees Memorial Park, with endless dining and shopping options nearby. Move-in ready and perfect as a primary residence or a vacation getaway—schedule your tour today!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Octavia Cheveresan (727-403-8948)

Remarks: Welcome to this remodeled Oasis! This pool home has been tastefully remodeled with quartz countertops, new kitchen island, Luxury Vinyl flooring throughout the house, fully remodeled master bedroom and master bath with quartz countertops and a walk-in shower, ceiling fans throughout the house, new laundry room and a florida sunroom/dining room with plenty of natural light and a view to the pool/backyard. As you step outside, you will be delighted by all the entertaining you will be able to enjoy and provide to your friends and family! In-ground pool, wooden tiki bar, covered patio area with a wooden gazebo and plenty of potential for more to add. Storage is located in the backyard. Roof (2020), A/C unit and ductwork (2020), tankless water heater (2020), water softener, reverse osmosis system, upgraded modernized plumbing-pex piping (2020). No Flood insurance required.

Listing is courtesy of: REALTY BLU (813-221-4890)

Listing Agent: Paulo Garcia Dyer (813-403-1093)

Remarks: Welcome to this Stunning Townhouse, Built in 2023, Offering 1,634 square feet of Heated Living Space. This Beautiful Home Features Three Bedrooms and Two and a Half Baths, along with a One-Car Garage. Downstairs, you'll find an Open-Concept layout with a Bright Living Room, Dining area,and Kitchen, all adorned with elegant Ceramic Tile and High Ceilings. The Kitchen Boasts Stainless Steel Appliances, Granite Countertops, a Ton of Cabinets for Storage and Plenty of Counter Space for Preparation of Meals. At the Back of the Home a Sliding Glass Door provides access to a Large Covered Porch and a Fenced Backyard ( A unique feature not always allowed in Townhouse Communities)—Perfect for Privacy and Relaxation. A Convenient Half Bath and Garage access round out the First Floor. Upstairs, the Home Continues to Impress with Three Spacious Bedrooms and a Abundance of Natural Light. Two Bedrooms sit on one side and share a Full Bath, along with a versatile Loft Area ideal for a Reading Nook, Home Office, or Play Area. The Owner’s Retreat is on the Opposite Side, Offering a Spacious Layout, a Large Walk-In Closet, and a Ensuite with Dual sinks and a Walk-in Shower. Plus, this Community is out of the Flood Zone, with easy access to U.S. Highway 19 to travel North/South and Highways 54/56 to head East making commutes to Tampa a breeze. Conveniently close to shopping and all amenities, This home also boasts a LOW HOA fee of $249 a month, with no CDD fees. The HOA covers grounds maintenance, the park, and the exterior of the townhouse. This home truly has it all!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Christina Vallianos (813-785-4741)

Remarks: Priced to sell fast. 2-bed, 2-bath home in Holiday with all major systems updated. New AC system and full ductwork replacement in July 2025. Roof and water heater replaced in 2018. Epoxy flooring installed June 2025. Home needs light cosmetic improvements. One-car garage. Two exterior sheds for storage. No HOA. Close to Tarpon Springs, Gulf beaches, shopping, and major roads.

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Andrew Pabst (407-225-3035)

Remarks: Welcome Home to this 3 bedroom/2 bath block home. Hard surface flooring and freshly painted throughout. NEW Septic System in 2026, Roof 2022, HVAC 2018, Water Heater 2018. Enjoy the Florida Room and spacious backyard. So close to the sun and fun on the Gulf, many restaurants, and shopping close by.

Listing is courtesy of: POWERS REAL ESTATE SOLUTIONS LLC (904-703-0905)

Listing Agent: Lynne Powers (904-703-0905)

Remarks: Very nice two bedroom two bath home with a one garage available immediately. When entering the property you find yourself in one of two large family living spaces. Property sits on a large corner lot with a fenced backyard. The kitchen has new appliances and is ready to cook your dream meal. Lots of storage with a pantry closet built in to the kitchen. The garage is equipped with washer and dryer hook ups. Freshly painted interior with oversized one car garage. The backyard is completely fenced in and ready for a BBQ. Their is a nice back porch area to enjoy the Florida weather. Close to area beaches and airports this house is ideal for a first time home buyer or an investor looking to add to their portfolio.

Listing is courtesy of: GULF PROPERTY MANAGEMENT LLC (727-639-1949)

Listing Agent: Joel Rodgers (727-639-1949)

Remarks: Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining. The home includes a fireplace, ceiling fans, and central electric heat/air. Connected to public water with a private septic system, this gem is truly move-in ready!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Virtually Staged. Zero-down programs may be available; for qualified buyers. Welcome to your remodeled coastal retreat in Holiday, Florida, just moments from the Gulf of America's stunning beaches. This home is not in a flood zone. This immaculate property boasts a spacious open concept, perfect for modern living and entertaining. Step into an astonishing family room complete with a cozy fireplace, ideal for moments of relaxation and gathering with loved ones. The kitchen is a chef's dream, featuring a beautiful island with quartz countertops and stainless-steel appliances. Don't miss out on this opportunity to own a piece of paradise. Whether you are looking for a vacation gateway or a permanent residence. This home offers unparalleled peace and tranquility in a prime coastal location. Embrace the ultimate in Florida living. Buy your home today and start enjoying this coastal gem today. Down payment assistance might be available for qualified buyers. This property is not in a flood zone.

Listing is courtesy of: SUNSET LAKES REALTY, LLC. (786-234-7349)

Listing Agent: Lazaro Borrego (786-234-7349)

Remarks: Virtually Staged. Your search for your perfect piece of paradise is over! This SPACIOUS 2 bedroom, 2 bathroom villa offers a prime LOCATION and many UNIQUE FEATURES that are hard to find. Just minutes from some of Florida’s top beaches and dining, this ONE LEVEL condo features quick and easy access from your own covered parking spot. END UNIT has an abundance of windows letting in that gorgeous Florida sunshine. Enjoy WATERFRONT views from your enclosed patio, which is the perfect spot to savor your morning coffee while watching sandhill cranes begin their day. Step inside your new home to find a freshly painted, inviting interior featuring VAULTED CEILINGS and a spacious open living room and dining room, giving you plenty of space to relax or entertain. Just off the dining room is a breakfast nook and well-appointed kitchen designed for both functionality and style. Featuring ample cabinetry, abundant counter space, and a breakfast bar that opens to the dining room. Just off the kitchen, you’ll find your own WASHER AND DRYER which is another rare find in most villas. When it’s time to retire, the SPLIT FLOOOR PLAN provides privacy for everyone. The primary suite offers a peaceful retreat overlooking the backyard pond and features a large en-suite bathroom. Before entering the bathroom, you’ll find a separate vanity area adjacent to a spacious walk-in closet. The bathroom features a walk-in shower, double vanity and linen closet. The guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a full bath with tub/shower combo. You will find tons of STORAGE inside and outside the villa giving you even more square footage for your stuff. This vibrant 55+ community has a beautifully maintained pool, clubhouse, shuffleboard, and landscaping for your year-round enjoyment. Also included in the low HOA fee is cable, Wi-Fi, water, trash/sewer, exterior maintenance, including lawn and pest control, allowing you to spend more time enjoying the Florida lifestyle. Additional features include, A/C (2024), Roof (2017), Water Heater (2017), Hurricane Shutters. This condo was high and dry in the last hurricane and is not located in a flood zone. Schedule your private showing today and start living the Florida dream! * Some photos have been digitally enhanced/staged to help you bring your true Florida living vision to life.

Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)

Listing Agent: Lisa Dundas (727-515-3900)

Remarks: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Ashley Quaife (910-381-3111)

Remarks: 3 bedroom 2 bath home in Buena Vista Manor. Parking for 2-3 cars. 2 additional storage units in back yard. All fenced. Very nice trex decking patio off kitchen and dining area in back yard great for BBQ'ing and more!. Very spacious unit ready for its next owner.

Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)

Listing Agent: Mike Delgrande (727-967-9779)

Remarks: BETTER THAN NEW WITH PRIVATE FENCED YARD & DESIGNER UPGRADES | BUILT 2023 | 3-BED | 2.5 BATH | 1634 SQ FT | 1-CAR GARAGE Why settle for a stark, builder-white unit when you can own the most upgraded townhome in the Townes at Darlington? This home is a finished sanctuary, offering a level of privacy and detail that the neighboring base models simply don't have. Skip the $15,000+ project and the wait times, this home features a fully fenced backyard with a vinyl privacy fence, a rare and premium addition to this community. Complemented by front and back landscaping, this is a true private oasis for pets and outdoor living. Forget the standard builder palette. This home has been thoughtfully transformed with: New Paint Throughout: A fresh, modern interior that trades cold builder-white for a warm, inviting atmosphere. Kitchen Upgrades: Brand-new refrigerator, upgraded modern faucet, and granite countertops. Primary Suite Retreat: The master bath has been elevated with premium glass shower doors for a sleek, spa-like feel. Detailed Finishes: New designer dining light fixture and updated fixtures throughout that set this unit apart. With 1,634 sq. ft. of open-concept living, this 2023-built, 3-bed/2.5-bath home includes a versatile upstairs loft — perfect for a home office, playroom, or media center. High ceilings, abundant natural light, stainless steel appliances, a convenient upstairs laundry area, hurricane shutters, a 1-car garage, and low HOA fees round out this incredible package. Don't buy a project, buy a finished lifestyle. Schedule your private tour today — the highest-value unit in Holiday won't last long. Welcome home.

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Kendra Fountain (727-420-6791)

Remarks: Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)